Patent GB-692022-A (GB)
Title: Improved body cleansing agents
IPC: C11D1/10
Filed: 1949-03-29
Abstract: A cleansing composition having disinfectant properties (see Groups III and VI) is prepared by adjusting to a pH of 5-8 an aqueous solution of a salt formed between an acid and a substance of general formula R1NHR2COOH, where R1 is an aliphatic radicle containing more than 10 carbon atoms and R2 is a divalent aliphatic, aromatic or aliphatic-aromatic radicle.  Radicle R1 may consist of a hydrocarbon chain or such a chain interrupted by NH or CONH.  Preferred substances of the above general formula are (a) RCONH(C2H4NH)nR2COOH, where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2 or C2H4, and (b) RNH(C2H4NH) nR2COOH, where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2, C6H4, C6H3OH or CH2.C6 H3OH.  In the examples: (1) 1 mole of coconut oil fatty acids is heated with 1.5 mole triethylene tetramine and the mono-acrylated triethylene tetramine is removed from the reaction mixture by fractional distillation; this mono-acylated material is reacted with chloracetic acid in aqueous solution to give a solution of the monohydrochloride of RCONH(C2H4NH)3CH2 COOH, where R corresponds to the hydrocarbon radicle of coconut oil fatty acids, and HCl is added to bring the pH to 6-7; (2) a mixture of equal proportions of C12-C16 alkyl chlorides is reacted with a large excess of ethylene diamine, soda lye is added to the reaction product and the monoalkylated ethylene diamine is removed by fractional distillation; this monoalkylated material is condensed in aqueous solution with sodium chloroacetate and HCl is added to the solution to give the monohydrochloride of RNHCH2CH2NHCH2 COOH, where R corresponds to mixed C12-C16 alkyl radicles, in a solution of pH 5-6; (3) dodecyl chloride is reacted with diethylene tetramine, soda lye is added to the reaction product and the mono-alkylated diethylamine tetramine is removed by fractional distillation; this mono-alkylated material is condensed in aqueous solution with sodium chloroacetate and lactic acid is added to the solution to give the monolactate of C12H25NH(C2H4NH)2CH2COOH in a solution of pH 7.5; (4) tetradecyl chloride is reacted with diethylene triamine, soda lye is added to the reaction product and the monoalkylated diethylene triamine is removed by fractional distillation; this mono-alkylated material is reacted in aqueous solution with phenyl monochloroacetic acid and HCl is added to the solution to give the mono-hydrochloride of C14H29NH(C2H4NH)2CH(C6H5 COOH in a solution of pH 6; (5) the monoalkylated material of (4) is reacted in aqueous solution with sodium o-chlorobenzoate and acetic acid is added to the solution to give the monoacetate of C14H29NH(C2H4NH)2C6H4 COOH in a solution of pH 7-8 and (6) hexadecyl chloride is reacted with diethylene triamine, soda lye is added to the reaction product and the mono-alkylated diethylene triamine is removed by fractional distillation; this mono-alkylated material is reacted in aqueous solution with p-chloromethyl salicylic acid and HCl is added to the solution to give the monohydrochloride of C16H33NH(C2H4 NH)2CH2C6H3(OH)COOH in a solution of pH 7.5.  The Specification as open to inspection under Sect. 91, refers to the use of the aqueous solutions without adjustment of pH.  This subject-matter does not appear in the Specification as accepted. p ALSO:A cleansing composition having disinfectant properties is prepared by adjusting to a pH of 5-8 an aqueous solution of a salt formed between an acid and a substance of general formula R1NHR2COOH, where R1 is an aliphatic radicle containing more than 10 carbon atoms and R2 is a divalent aliphatic, aromatic or aliphatic-aromatic radicle.  Radicle R1 may consist of a hydrocarbon chain or such a chain interrupted by NH or CONH.  Preferred substances of the above general formula are (a) RCONH(C2H4NH)nR2COOH where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2 or C2H4 and (b) RNH(C2H4NH)nR2COOH where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2, C6H4, C6H3OH or CH2C6H3OH.  In the examples, (1) a 10 per cent aqueous solution of the monohydrochloride of RCONH(C2H4NH)3CH2COOH, where R corresponds to the hydrocarbon radicle of coconut oil fatty acids, is brought to a pH of 6-7 by addition of hydrochloric acid, (2) a 15 per cent aqueous solution of the monohydrochloride of RNHCH2CH2NHCH2COOH where R corresponds to mixed C12-C16 alkyl radicles, is brought to a pH of 5-6 by addition of hydrochloric acid, (3) a 15 per cent aqueous solution of the monolactate of C12H25NH(C2H4NH)2CH2COOH is brought to a pH of 7.5 by addition of lactic acid, (4) a 10 per cent aqueous solution of the monohydrochloride of C14H29NH(C2H4 NH)2CH(C6H5)COOH is brought to a pH of 6 by addition of hydrochloric acid, (5) a 15 per cent aqueous solution of the monoacetate of C14H29NH(C2H4NH)2C6H4COO is brought to a pH of 7-8 by addition of acetic acid, and (6) a 15 per cent aqueous solution of the monohydrochloride of C16H33NH(C2H4NH)2CH2C6 H3(OH)COOH is brought to a pH of 7.5 by addition of hydrochloric acid.  The Specification as open to inspection under Sect. 91 refers to the use of the aqueous solutions without adjustment of pH.  This subject matter does not appear in the Specification as accepted.ALSO:A cleansing composition having disinfectant properties is prepared by adjusting to a pH of 5-8 an aqueous solution of a salt formed between an acid and a substance of general formula R1NHR2COOH, where R1 is an aliphatic radicle containing more than 10 carbon atoms and R2 is a divalent aliphatic, aromatic or aliphatic-aromatic radicle.  Radicle R1 may consist of a hydrocarbon chain or such a chain interrupted by NH or CONH.  Preferred substances of the above general formula are (a) RCONH(C2H4NH)nR2COOH where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2 or C2H4 and (b) RNH (C2H4NH)nR2COOH where R is a hydrocarbon chain of about 12-18 carbon atoms, n is 1, 2 or 3 and R2 is CH2, C6H4, C6H3OH or CH2.C6H3OH.  In the examples (1) a 10 per cent aqueous solution of the monohydrochloride of RCONH (C2H4NH)3CH2COOH, where R corresponds to the hydrocarbon radicle of coconut oil fatty acids is brought to a pH of 6-7 by addition of hydrochloric acid, (2) a 15 per cent aqueous solution of the monohydrochloride of RNHCH2CH2 NHCH2COOH where R corresponds to mixed C12-C16 alkyl radicles, is brought to a pH of 5-6 by addition of hydrochloric acid, (3) a 15 per cent aqueous solution of the monolactate of C12H25NH(C2H4NH)2CH2COOH is brought to a pH of 7.5 by addition of lactic acid, (4) a 10 per cent aqueous addition of the monohydrochloride of <FORM:0692022/VI/1> is brought to a pH of 6 by addition of hydrochloric acid, (5) a 15 per cent aqueous solution of the monoacetate of C14H29NH(C2H4NH) 2C6H4COOH is brought to a pH of 7-8 by addition of acetic acid and (6) a 15 per cent aqueous solution of the monohydrochloride of C16H33NH(C2H4NH)2CH2 C6H3(OH)COOH is brought to a pH of 7.5 by addition of hydrochloric acid.  The Specification as open to inspection under Sect. 91, refers to the use of the aqueous solutions without adjustment of pH.  This subject-matter does not appear in the Specification as accepted.